2,6-Diamino-4-(4-methoxy­phen­yl)-1,4-dihydro­pyridine-3,5-dicarbonitrile N,N-dimethyl­formamide solvate

Tu, S.-J.; Xu, J.-N.; Zhang, J.-P.; Zhu, X.-T.; Wang, Q.

doi:10.1107/S1600536805039887

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2,6-Diamino-4-(4-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarbonitrile N,N-dimethylformamide solvate

S.-J. Tu, J.-N. Xu, J.-P. Zhang, X.-T. Zhu and Q. Wang

The title compound, C₁₄H₁₁N₅O·C₃H₇NO, was synthesized by the reaction of 4-methoxybenzaldehyde with malononitrile and ammonium acetate under microwave irradiation. The dihedral angle between the pyridine and benzene planes is 56.07 (8)°.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805039887/ci6717sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536805039887/ci6717Isup2.hkl Contains datablock I

CCDC reference: 296538

checkCIF report

Key indicators

Single-crystal X-ray study
T = 294 K
Mean (C-C) = 0.004 Å
R factor = 0.046
wR factor = 0.127
Data-to-parameter ratio = 12.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C9     -   C10     ..       5.08 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for    C13    -   C14     ..       5.96 su
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for         N6
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C9     -   C10    ...       1.42 Ang.
PLAT371_ALERT_2_C Long   C(sp2)-C(sp1) Bond  C13    -   C14    ...       1.43 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

3,5-Dicyanopyridine derivatives exhibit a wide range of bioactivities, such as antifungal, insecticidal, herbicidal, miticidal, nematocidal and antimicrobial activity (Gante & Lust, 1971). Some substituted 3,5-dicyanopyridines have recently been reported to exhibit a high conductance-type calcium-activated K-channel opening effect (Hirochika et al., 2003) and to be adenosine receptor-selective ligands (Rosentreter et al., 2002), which are useful in the treatment of many diseases. More importantly, they are also versatile intermediates in organic synthesis (Castedo et al., 1984). As a consequence, much attention has been paid to the synthesis of these derivatives during the past 50 years. We report here the crystal structure of the title compound, (I).

The 2,6-diamino-1,4-dihydropyridine-3,5-dicarbonitrile fragment of (I) (atoms C8–C14/N1–N5) is almost planar, with an r.m.s. deviation of 0.076 Å (Fig. 1). The dihedral angle between the pyridine and benzene planes is 56.07 (8)°.

The crystal packing shows that intermolecular N—H···O, N—H···N, C—H···O and C—H···N hydrogen bonds (Table 1) form a three-dimensional network (Fig. 2).

Experimental top

Compound (I) was prepared by the reaction of 4-methoxybenzaldehyde (1 mmol) with malononitrile (2 mmol) and ammonium acetate (1 mmol) under microwave irradiation for 4 min (yield 95%; m.p. 573 K). Single crystals of (I) suitable for X-ray diffraction were obtained by slow evaporation of an ethanol and N,N-dimethylformamide solution (Ratio of solvents?).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.

Figures top

	Fig. 1. The molecular structure (I), showing 30% probability displacement ellipsoids and the atom-numbering scheme.
	Fig. 2. The molecular packing of (I), viewed approximately along the c axis. Dashed lines indicate hydrogen bonds.

2,6-Diamino-4-(4-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarbonitrile N,N-dimethylformamide solvate top

Crystal data top

C₁₄H₁₁N₅O·C₃H₇NO	Z = 2
M_r = 338.37	F(000) = 356
Triclinic, P1	D_x = 1.272 Mg m⁻³
Hall symbol: -P 1	Melting point: 573 K
a = 6.9580 (13) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.5297 (18) Å	Cell parameters from 1237 reflections
c = 14.695 (3) Å	θ = 2.3–25.6°
α = 99.900 (3)°	µ = 0.09 mm⁻¹
β = 102.505 (3)°	T = 294 K
γ = 106.527 (3)°	Plate, colourless
V = 883.1 (3) Å³	0.22 × 0.18 × 0.06 mm

Data collection top

Bruker SMART CCD area-detector diffractometer	3087 independent reflections
Radiation source: fine-focus sealed tube	1774 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.026
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −6→8
T_min = 0.976, T_max = 0.995	k = −11→11
4506 measured reflections	l = −14→17

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.127	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ²(F_o²) + (0.0527P)² + 0.1375P] where P = (F_o² + 2F_c²)/3
3087 reflections	(Δ/σ)_max = 0.001
245 parameters	Δρ_max = 0.18 e Å⁻³
0 restraints	Δρ_min = −0.20 e Å⁻³

Crystal data top

C₁₄H₁₁N₅O·C₃H₇NO	γ = 106.527 (3)°
M_r = 338.37	V = 883.1 (3) Å³
Triclinic, P1	Z = 2
a = 6.9580 (13) Å	Mo Kα radiation
b = 9.5297 (18) Å	µ = 0.09 mm⁻¹
c = 14.695 (3) Å	T = 294 K
α = 99.900 (3)°	0.22 × 0.18 × 0.06 mm
β = 102.505 (3)°

Data collection top

Bruker SMART CCD area-detector diffractometer	3087 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	1774 reflections with I > 2σ(I)
T_min = 0.976, T_max = 0.995	R_int = 0.026
4506 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.046	0 restraints
wR(F²) = 0.127	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	Δρ_max = 0.18 e Å⁻³
3087 reflections	Δρ_min = −0.20 e Å⁻³
245 parameters

Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
O1	0.3300 (3)	0.6323 (2)	0.02945 (13)	0.0636 (6)
N1	0.7128 (4)	0.1842 (3)	0.20947 (17)	0.0634 (7)
N2	0.0778 (4)	0.5285 (3)	0.40879 (17)	0.0658 (7)
N3	0.6437 (4)	0.0727 (3)	0.41777 (19)	0.0555 (7)
H3A	0.720 (4)	0.060 (3)	0.3788 (18)	0.058 (8)*
H3B	0.625 (4)	0.004 (3)	0.462 (2)	0.076 (9)*
N4	0.4111 (3)	0.1686 (2)	0.47051 (14)	0.0412 (5)
N5	0.1843 (4)	0.2641 (3)	0.52935 (17)	0.0502 (6)
H5A	0.105 (4)	0.309 (3)	0.5283 (18)	0.051 (9)*
H5B	0.177 (4)	0.196 (3)	0.572 (2)	0.086 (10)*
C1	0.5031 (5)	0.7464 (4)	0.0204 (2)	0.0716 (9)
H1A	0.4579	0.7857	−0.0333	0.107*
H1B	0.6086	0.7039	0.0100	0.107*
H1C	0.5596	0.8265	0.0782	0.107*
C2	0.3621 (4)	0.5651 (3)	0.10424 (17)	0.0454 (7)
C3	0.5542 (4)	0.5881 (3)	0.16546 (18)	0.0486 (7)
H3	0.6744	0.6534	0.1580	0.058*
C4	0.5676 (4)	0.5134 (3)	0.23843 (18)	0.0466 (7)
H4A	0.6981	0.5273	0.2788	0.056*
C5	0.3914 (4)	0.4189 (3)	0.25239 (16)	0.0378 (6)
C6	0.1973 (4)	0.3956 (3)	0.18910 (17)	0.0441 (6)
H6A	0.0767	0.3314	0.1969	0.053*
C7	0.1833 (4)	0.4669 (3)	0.11536 (18)	0.0484 (7)
H7A	0.0538	0.4493	0.0728	0.058*
C8	0.4045 (4)	0.3381 (3)	0.33046 (17)	0.0383 (6)
C9	0.5266 (4)	0.2443 (3)	0.33681 (17)	0.0386 (6)
C10	0.6311 (4)	0.2156 (3)	0.26592 (19)	0.0462 (7)
C11	0.5274 (4)	0.1622 (3)	0.40903 (18)	0.0411 (6)
C12	0.2956 (4)	0.2603 (3)	0.46574 (17)	0.0387 (6)
C13	0.2917 (4)	0.3494 (3)	0.39772 (16)	0.0374 (6)
C14	0.1733 (4)	0.4497 (3)	0.40111 (17)	0.0445 (7)
O2	−0.0935 (3)	0.9432 (2)	0.33440 (16)	0.0722 (6)
N6	0.0956 (4)	0.8865 (3)	0.23461 (17)	0.0619 (7)
C15	0.1577 (7)	0.9060 (5)	0.1486 (3)	0.1095 (14)
H15A	0.1242	0.9896	0.1294	0.164*
H15B	0.0846	0.8157	0.0978	0.164*
H15C	0.3054	0.9258	0.1614	0.164*
C16	0.1581 (6)	0.7810 (4)	0.2847 (3)	0.0931 (12)
H16A	0.1450	0.8022	0.3489	0.140*
H16B	0.3007	0.7914	0.2873	0.140*
H16C	0.0699	0.6797	0.2509	0.140*
C17	−0.0247 (5)	0.9590 (3)	0.2657 (2)	0.0638 (8)
H17A	−0.0589	1.0273	0.2325	0.077*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
O1	0.0692 (13)	0.0796 (15)	0.0541 (12)	0.0275 (12)	0.0198 (10)	0.0398 (11)
N1	0.0709 (17)	0.0822 (19)	0.0698 (17)	0.0452 (15)	0.0436 (14)	0.0390 (14)
N2	0.0864 (19)	0.0753 (18)	0.0699 (17)	0.0553 (16)	0.0404 (14)	0.0336 (14)
N3	0.0611 (16)	0.0737 (17)	0.0714 (17)	0.0478 (14)	0.0438 (14)	0.0441 (15)
N4	0.0435 (12)	0.0515 (13)	0.0445 (13)	0.0262 (11)	0.0231 (10)	0.0218 (10)
N5	0.0625 (16)	0.0641 (17)	0.0515 (15)	0.0417 (14)	0.0343 (13)	0.0264 (13)
C1	0.089 (2)	0.072 (2)	0.070 (2)	0.029 (2)	0.0369 (19)	0.0409 (18)
C2	0.0569 (18)	0.0525 (17)	0.0365 (15)	0.0260 (14)	0.0155 (13)	0.0198 (13)
C3	0.0495 (17)	0.0528 (17)	0.0491 (16)	0.0163 (14)	0.0164 (14)	0.0248 (14)
C4	0.0412 (15)	0.0525 (17)	0.0469 (16)	0.0147 (13)	0.0108 (12)	0.0177 (14)
C5	0.0406 (15)	0.0420 (15)	0.0366 (15)	0.0190 (12)	0.0134 (12)	0.0124 (12)
C6	0.0402 (15)	0.0515 (16)	0.0467 (16)	0.0184 (13)	0.0161 (13)	0.0178 (13)
C7	0.0435 (16)	0.0608 (18)	0.0447 (16)	0.0219 (14)	0.0098 (13)	0.0189 (14)
C8	0.0369 (14)	0.0397 (14)	0.0399 (15)	0.0141 (12)	0.0102 (12)	0.0126 (12)
C9	0.0392 (14)	0.0463 (15)	0.0414 (15)	0.0196 (12)	0.0206 (12)	0.0181 (12)
C10	0.0470 (16)	0.0540 (17)	0.0534 (17)	0.0259 (14)	0.0235 (14)	0.0267 (14)
C11	0.0388 (14)	0.0473 (16)	0.0456 (16)	0.0193 (13)	0.0179 (12)	0.0169 (13)
C12	0.0413 (14)	0.0439 (15)	0.0366 (14)	0.0198 (12)	0.0144 (12)	0.0107 (12)
C13	0.0423 (15)	0.0410 (15)	0.0378 (14)	0.0230 (12)	0.0142 (12)	0.0134 (12)
C14	0.0546 (16)	0.0502 (17)	0.0407 (16)	0.0250 (14)	0.0201 (13)	0.0203 (13)
O2	0.0830 (16)	0.0788 (15)	0.0797 (15)	0.0409 (13)	0.0504 (13)	0.0251 (12)
N6	0.0653 (16)	0.0543 (15)	0.0770 (18)	0.0257 (13)	0.0393 (14)	0.0102 (13)
C15	0.125 (3)	0.110 (3)	0.104 (3)	0.028 (3)	0.079 (3)	0.015 (2)
C16	0.088 (3)	0.083 (3)	0.122 (3)	0.052 (2)	0.031 (2)	0.020 (2)
C17	0.065 (2)	0.0528 (19)	0.078 (2)	0.0242 (16)	0.0261 (18)	0.0128 (17)

Geometric parameters (Å, º) top

O1—C2	1.373 (3)	C5—C8	1.488 (3)
O1—C1	1.423 (3)	C6—C7	1.375 (3)
N1—C10	1.147 (3)	C6—H6A	0.93
N2—C14	1.143 (3)	C7—H7A	0.93
N3—C11	1.336 (3)	C8—C13	1.397 (3)
N3—H3A	0.88 (3)	C8—C9	1.398 (3)
N3—H3B	1.00 (3)	C9—C11	1.423 (3)
N4—C11	1.341 (3)	C9—C10	1.426 (3)
N4—C12	1.345 (3)	C12—C13	1.419 (3)
N5—C12	1.339 (3)	C13—C14	1.429 (3)
N5—H5A	0.79 (3)	O2—C17	1.221 (3)
N5—H5B	0.98 (3)	N6—C17	1.332 (3)
C1—H1A	0.96	N6—C15	1.446 (4)
C1—H1B	0.96	N6—C16	1.451 (4)
C1—H1C	0.96	C15—H15A	0.96
C2—C3	1.374 (3)	C15—H15B	0.96
C2—C7	1.389 (3)	C15—H15C	0.96
C3—C4	1.387 (3)	C16—H16A	0.96
C3—H3	0.93	C16—H16B	0.96
C4—C5	1.378 (3)	C16—H16C	0.96
C4—H4A	0.93	C17—H17A	0.93
C5—C6	1.397 (3)

C2—O1—C1	118.2 (2)	C9—C8—C5	120.5 (2)
C11—N3—H3A	121.8 (17)	C8—C9—C11	119.3 (2)
C11—N3—H3B	119.3 (16)	C8—C9—C10	121.4 (2)
H3A—N3—H3B	118 (2)	C11—C9—C10	118.9 (2)
C11—N4—C12	118.6 (2)	N1—C10—C9	176.1 (3)
C12—N5—H5A	122.4 (19)	N3—C11—N4	116.7 (2)
C12—N5—H5B	121.0 (17)	N3—C11—C9	120.9 (2)
H5A—N5—H5B	116 (3)	N4—C11—C9	122.4 (2)
O1—C1—H1A	109.5	N5—C12—N4	116.4 (2)
O1—C1—H1B	109.5	N5—C12—C13	121.3 (2)
H1A—C1—H1B	109.5	N4—C12—C13	122.3 (2)
O1—C1—H1C	109.5	C8—C13—C12	119.4 (2)
H1A—C1—H1C	109.5	C8—C13—C14	122.0 (2)
H1B—C1—H1C	109.5	C12—C13—C14	118.6 (2)
O1—C2—C3	124.6 (3)	N2—C14—C13	176.1 (3)
O1—C2—C7	115.4 (2)	C17—N6—C15	120.8 (3)
C3—C2—C7	120.0 (2)	C17—N6—C16	120.0 (3)
C2—C3—C4	119.5 (3)	C15—N6—C16	119.1 (3)
C2—C3—H3	120.2	N6—C15—H15A	109.5
C4—C3—H3	120.2	N6—C15—H15B	109.5
C5—C4—C3	121.4 (2)	H15A—C15—H15B	109.5
C5—C4—H4A	119.3	N6—C15—H15C	109.5
C3—C4—H4A	119.3	H15A—C15—H15C	109.5
C4—C5—C6	118.5 (2)	H15B—C15—H15C	109.5
C4—C5—C8	121.7 (2)	N6—C16—H16A	109.5
C6—C5—C8	119.8 (2)	N6—C16—H16B	109.5
C7—C6—C5	120.5 (2)	H16A—C16—H16B	109.5
C7—C6—H6A	119.8	N6—C16—H16C	109.5
C5—C6—H6A	119.8	H16A—C16—H16C	109.5
C6—C7—C2	120.2 (2)	H16B—C16—H16C	109.5
C6—C7—H7A	119.9	O2—C17—N6	125.2 (3)
C2—C7—H7A	119.9	O2—C17—H17A	117.4
C13—C8—C9	117.8 (2)	N6—C17—H17A	117.4
C13—C8—C5	121.6 (2)

C1—O1—C2—C3	−7.3 (4)	C5—C8—C9—C10	−4.0 (4)
C1—O1—C2—C7	173.3 (2)	C12—N4—C11—N3	178.4 (2)
O1—C2—C3—C4	−179.7 (2)	C12—N4—C11—C9	−2.4 (4)
C7—C2—C3—C4	−0.4 (4)	C8—C9—C11—N3	−179.3 (2)
C2—C3—C4—C5	−1.5 (4)	C10—C9—C11—N3	7.8 (4)
C3—C4—C5—C6	2.1 (4)	C8—C9—C11—N4	1.5 (4)
C3—C4—C5—C8	179.9 (2)	C10—C9—C11—N4	−171.3 (2)
C4—C5—C6—C7	−0.7 (4)	C11—N4—C12—N5	−179.2 (2)
C8—C5—C6—C7	−178.6 (2)	C11—N4—C12—C13	0.4 (4)
C5—C6—C7—C2	−1.2 (4)	C9—C8—C13—C12	−3.4 (3)
O1—C2—C7—C6	−178.9 (2)	C5—C8—C13—C12	174.7 (2)
C3—C2—C7—C6	1.7 (4)	C9—C8—C13—C14	175.9 (2)
C4—C5—C8—C13	126.0 (3)	C5—C8—C13—C14	−6.0 (4)
C6—C5—C8—C13	−56.1 (3)	N5—C12—C13—C8	−177.8 (2)
C4—C5—C8—C9	−55.9 (3)	N4—C12—C13—C8	2.6 (4)
C6—C5—C8—C9	121.9 (3)	N5—C12—C13—C14	2.9 (4)
C13—C8—C9—C11	1.5 (4)	N4—C12—C13—C14	−176.7 (2)
C5—C8—C9—C11	−176.7 (2)	C15—N6—C17—O2	175.9 (3)
C13—C8—C9—C10	174.2 (2)	C16—N6—C17—O2	−1.3 (5)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O2ⁱ	0.88 (3)	2.07 (3)	2.846 (3)	147 (2)
N3—H3B···N4ⁱⁱ	1.00 (3)	2.04 (3)	3.033 (3)	168 (2)
N5—H5A···N2ⁱⁱⁱ	0.79 (3)	2.45 (3)	3.195 (3)	158 (2)
N5—H5B···O2ⁱⁱⁱ	0.98 (3)	2.13 (3)	3.083 (3)	166 (2)
C6—H6A···N1^iv	0.93	2.59	3.506 (4)	171
C7—H7A···O1^v	0.93	2.58	3.503 (4)	170
C17—H17A···N1^vi	0.93	2.48	3.288 (4)	145

Symmetry codes: (i) x+1, y−1, z; (ii) −x+1, −y, −z+1; (iii) −x, −y+1, −z+1; (iv) x−1, y, z; (v) −x, −y+1, −z; (vi) x−1, y+1, z.

Experimental details

Crystal data
Chemical formula	C₁₄H₁₁N₅O·C₃H₇NO
M_r	338.37
Crystal system, space group	Triclinic, P1
Temperature (K)	294
a, b, c (Å)	6.9580 (13), 9.5297 (18), 14.695 (3)
α, β, γ (°)	99.900 (3), 102.505 (3), 106.527 (3)
V (Å³)	883.1 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.09
Crystal size (mm)	0.22 × 0.18 × 0.06

Data collection
Diffractometer	Bruker SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.976, 0.995
No. of measured, independent and observed [I > 2σ(I)] reflections	4506, 3087, 1774
R_int	0.026
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.046, 0.127, 1.00
No. of reflections	3087
No. of parameters	245
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.18, −0.20

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1999), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1999), SHELXTL.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O2ⁱ	0.88 (3)	2.07 (3)	2.846 (3)	147 (2)
N3—H3B···N4ⁱⁱ	1.00 (3)	2.04 (3)	3.033 (3)	168 (2)
N5—H5A···N2ⁱⁱⁱ	0.79 (3)	2.45 (3)	3.195 (3)	158 (2)
N5—H5B···O2ⁱⁱⁱ	0.98 (3)	2.13 (3)	3.083 (3)	166 (2)
C6—H6A···N1^iv	0.93	2.59	3.506 (4)	171
C7—H7A···O1^v	0.93	2.58	3.503 (4)	170
C17—H17A···N1^vi	0.93	2.48	3.288 (4)	145

Symmetry codes: (i) x+1, y−1, z; (ii) −x+1, −y, −z+1; (iii) −x, −y+1, −z+1; (iv) x−1, y, z; (v) −x, −y+1, −z; (vi) x−1, y+1, z.

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